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Compound

Remoxipride

Also called Romoxipride

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Overview

Remoxipride (Roxiam) is an atypical antipsychotic (although according to some sources it is a typical antipsychotic) which was previously used in Europe for the treatment of schizophrenia and acute mania but was withdrawn due to toxicity concerns (incidence of aplastic anemia in 1/10,000 patients). It was initially launched by AstraZeneca in 1990 and suspension of its use began in 1993. Remoxipride acts as a selective D₂ and D₃ receptor antagonist and also has high affinity for the sigma receptor, possibly playing a role in its atypical neuroleptic action.[1][2] WP

Due to its short half-life twice daily (bid) dosing is required, although a once-daily controlled-release tablet has been developed. There was some interest in its use in the treatment of treatment-resistant schizophrenia.[3][4][5] WP

Chemistry

Formula
C16H23BrN2O3 PC
CAS number
80125-14-0 PC
Molar mass (g/mol)
371.27 PC
IUPAC name (computed by PubChem)
3-bromo-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2,6-dimethoxybenzamide PC
SMILES
CCN1CCC[C@H]1CNC(=O)C2=C(C=CC(=C2OC)Br)OC PC
InChIKey
GUJRSXAPGDDABA-NSHDSACASA-N PC
PubChem CID
54477

Harm reduction information

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Sources

  1. Other Vela JM, Buschmann H, Holenz J, Párraga A, Torrens A. Antidepressants, Antipsychotics, Anxiolytics: From Chemistry and Pharmacology to Clinical Application. 2007
  2. Journal / agency Köhler C, Hall H, Magnusson O, Lewander T, Gustafsson K. Biochemical pharmacology of the atypical neuroleptic remoxipride. Acta Psychiatrica Scandinavica. Supplementum. 1990. doi:10.1111/j.1600-0447.1990.tb05282.x · PMID 1978484
  3. Journal / agency Alexander MS, Chakravarti SK, Sundararajan K, Mullin JM, Shaw SH, Blomqvist M, Lockett CM. Once-daily controlled release remoxipride is equieffective with twice-daily immediate release remoxipride in the treatment of schizophrenia. Journal of Psychopharmacology. January 1993. doi:10.1177/026988119300700307 · PMID 22290842
  4. Journal / agency Conley R, Dixon L, Nguyen JA, Tamminga C, Raymond R. Remoxipride therapy in treatment resistant schizophrenia. Schizophrenia Research. April 1993. doi:10.1016/0920-9964(93)90521-J
  5. Journal / agency Conley R, Dixon L, Nguyen JA, Tamminga C, Raymond R. Remoxipride therapy in poorly responsive schizophrenics. Schizophrenia Research. April 1993. doi:10.1016/0920-9964(91)90208-9

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.